13 Prettiest Small Towns In Mississippi
Mississippi is steeped in Southern history and natural charm. From historic downtowns to tranquil waterways, the Magnolia State is filled with destinations waiting to be discovered. Whether you are drawn to the serenity of peaceful small towns or the vibrant energy of coastal communities, Mississippi has something special for every traveler.
Imagine strolling through the quaint streets of Bay St. Louis, where art galleries and Gulf Coast views create an unforgettable experience. Or picture yourself stepping back in time in Natchez, surrounded by grand antebellum homes and the timeless allure of the Mississippi River. These are just two of the 13 prettiest small towns in the state, each with its own attractions and experiences that promise to captivate and inspire.
Oxford
Oxford, Mississippi, is often celebrated as one of the prettiest small towns in the state, blending Southern culture and rich history. This university town is known for its tree-lined streets, lush oak trees, and a lively downtown area. At the heart of it all is The Square, a hub of activity featuring shops, cozy restaurants, and the iconic Square Books, a beloved independent bookstore that draws visitors from near and far. Oxford’s literary legacy is highlighted at Rowan Oak, the former home of William Faulkner. Now a museum, it gives visitors a chance to step into the life and work of the acclaimed author.
Adding to the town’s appeal is the University of Mississippi (Ole Miss), whose campus boasts impressive architecture, shaded pathways, and sprawling oak trees. The university brings a lively energy to the town, whether through its academic community or the excitement of cheering on the Rebels at Vaught Hemingway Stadium.
Bay St. Louis
Bay St. Louis, located on the Mississippi Gulf Coast, is a small town filled with natural splendor and Southern hospitality. Known for its thriving art scene, delicious cuisine, and coastal views, this destination makes for a great getaway. Its colorful streets, historic architecture, and serene waterfront create a welcoming atmosphere.
At the heart of Bay St. Louis is Old Town, where historic buildings house art galleries, shops, cozy cafes, and community events such as Second Saturdays, when the area’s creative energy and local culture shine bright. Intersecting Old Town, Beach Boulevard provides sandy shores and Gulf views—perfect for a peaceful walk or relaxing by the coast.
The town’s rich history comes to life at the Alice Moseley Folk Art Museum, located in a historic train depot, where the whimsical works of this beloved folk artist are on display. Nearby, the Kate Lobrano House presents a fascinating glimpse into Bay St. Louis’s storied past, tying together the art, history, and coastal charm that make this town so special.
Natchez
Perched on the bluffs of the Mississippi River, Natchez is a historic town full of elegance and Southern hospitality. One of the oldest settlements on the Mississippi, it’s known for its antebellum architecture, landscapes, and rich cultural heritage. With its preserved mansions, cobblestone streets, and oak-lined avenues, Natchez gives a true glimpse into the past.
A must-visit in Natchez is Longwood (aka Nutt's Folly), a striking octagonal mansion known for its unfinished interior and fascinating history. The Rosalie Mansion (and its gardens) is another great stop for those looking to deep dive into the town's past. To learn about a different chapter in the region's past, the Grand Village of the Natchez Indians is a must-see. This archaeological site and museum showcase the rich Indigenous history of the area.
No trip to Natchez (or Mississippi in general) is complete without a scenic drive on the Natchez Trace Parkway. This 444-mile route is totally gorgeous and wrought with opportunities for hiking and photography. Once you have had your fill, stop by the Old South Winery to taste delightful muscadine wines.
Vicksburg
Vicksburg is a city where history and natural beauty blend seamlessly along the Mississippi River. Rolling hills and river views provide a stunning backdrop to this Southern gem, offering visitors a perfect escape. At the heart of Vicksburg lies the Vicksburg National Military Park, a landmark honoring the city’s pivotal role in the Civil War. The park’s historic battlefields, monuments, and the restored USS Cairo—a Civil War-era ironclad gunboat—invite reflection and exploration amidst lush greenery.
History thrives throughout Vicksburg, offering unique experiences for visitors. The Southern Heritage Air Museum celebrates aviation history with thrilling plane rides, while the Biedenharn Coca-Cola Museum takes you back to the birthplace of Coca-Cola bottling. For a special treat, visit in March and enjoy the Mighty ‘Sip Fest, a lively celebration of Coca-Cola’s legacy filled with food, music, and community fun.
The city’s vibrant charm extends beyond its history. Along the streets, you will find inviting cafes, unique shops, and beautifully preserved historic buildings. Don’t miss the Vicksburg Riverfront Murals, with over 30 stunning artworks showcasing the town’s deep connection to the Mississippi River and its cultural heritage.
Biloxi
Biloxi is a coastal city along the Gulf, known for its beaches, waters, and rich history. With its warm climate and ocean breeze, it is an ideal destination for relaxation and natural splendor. Whether you are strolling along the sandy shores or catching a sunset over the water, Biloxi’s coastal appeal will captivate you.
A visit to the iconic Biloxi Lighthouse is a must. This historic symbol of resilience has stood since 1848, providing a glimpse into the city’s past. Nearby, the Gulf Islands National Seashore features beaches, hiking trails, and abundant wildlife for nature enthusiasts. For sweeping views of the coastline, take a walk or drive across the Biloxi Bay Bridge.
Biloxi also has a rich artistic and cultural scene. The Ohr-O’Keefe Museum of Art celebrates the quirky genius of George Ohr, the “Mad Potter of Biloxi,” and its striking architecture is worth seeing. Then, the Maritime & Seafood Industry Museum highlights the area’s maritime heritage, from shrimping to boat building.
Tupelo
Tupelo is a delightful town in the hills of northeastern Mississippi, combining natural splendor, history, and culture. Situated along the historic Natchez Trace Parkway, Tupelo provides visitors with a variety of experiences, from landscapes to fascinating attractions.
History enthusiasts can visit the Elvis Presley Birthplace and Museum, which features the humble two-room house where the King of Rock ‘n’ Roll was born. You'll also want to pay a visit to Elvis' Homecoming Statue, a moving larger-than-life depiction of the star.
At Queen’s Reward Meadery, learn about mead-making while sampling creative flavors made from locally sourced honey. Afterwards, families can head to the Tupelo Buffalo Park and Zoo, home to wildlife such as bison, giraffes, and kangaroos.
Flora
Flora is a small town in Madison County that combines Southern hospitality with natural splendor, making it a hidden gem for visitors. A highlight is the Mississippi Petrified Forest, a rare geological site featuring ancient petrified trees that date back millions of years. With well-maintained walking trails and an on-site museum, it’s great for nature lovers and geology enthusiasts. Nearby, history buffs can visit the Pocahontas Mounds, an archaeological site showcasing Native American history and the region’s cultural heritage.
The town shines during the annual Harvest Festival, a celebration of Flora’s heritage with crafts, music, and food. For outdoor enthusiasts, the Barnett Reservoir is just a 35-minute drive away through farmland and rolling hills. It is a tranquil retreat for fishing, water activities, or simply relaxing by the water.
Pass Christian
Pass Christian, or "The Pass," is a coastal town along Mississippi's Gulf Coast, known for its tranquil vibe and natural splendor. This small gem combines relaxation and recreation, making it a wonderful escape.
The town’s wide, white-sand beaches stretch along a stunning coastline, inviting visitors to unwind and soak up the sun. Scenic Drive, true to its name, has breathtaking views of the Gulf alongside majestic antebellum homes shaded by centuries-old oak trees, creating a quintessential Southern experience. War Memorial Park provides a lovely green space perfect for picnics, family outings, or enjoying the fresh sea breeze.
For leisure seekers, The Pass has plenty to discover. Golfers can play a round at The Oaks Golf Club, a lush, picturesque course surrounded by nature. To cap off the day, book a sunset cruise with Island Hopper Charters to admire the Gulf’s shimmering waters as the sun dips below the horizon.
Raymond
Just outside of Jackson, Raymond is a small town that feels like a step back in time. With its rich history and hospitable community, Raymond has a blend of quaint appeal and modern-day character. At the heart of the town is the historic Town Square, where cozy shops, antique stores, and delightful eateries create a warm and inviting atmosphere. The mural on the water tower adds a touch of artistry to the setting.
For history buffs, the Raymond Military Park is a must-see. This well-preserved Civil War site features enchanting walking trails that take visitors through a significant chapter of American history. The Hinds County Courthouse, with its classic Southern architecture, stands as an iconic centerpiece of the town, making it a favorite spot for photographers and history enthusiasts alike.
The Raymond Farmers Market is a must-visit, featuring an array of fresh, locally grown produce. It also has a cozy farm-to-table restaurant where visitors can savor delicious meals made from local ingredients.
New Albany
In the rolling hills of North Mississippi, New Albany blends natural beauty, rich history, and modern amenities. Located along the Tallahatchie River, the town has lovely views and a walkable downtown filled with historic architecture and friendly local businesses. Outdoor enthusiasts head to New Albany as the gateway to the Tanglefoot Trail, a 44-mile tree-lined path ideal for cycling, running, and walking through lush landscapes.
New Albany’s attractions highlight its character. The Park Along the River is a community favorite, featuring trails, picnic areas, a playground, and a disc golf course. With its pavilion and outdoor concert space, the park also hosts numerous community events.
History and literature lovers will find much to see here. The town celebrates its connection to famed author William Faulkner with a literary garden, a peaceful retreat for readers and writers. The Union County Heritage Museum dives into the area’s cultural and historical legacy, showcasing artifacts, local stories, and engaging exhibits.
Cleveland
Nestled in the heart of the Mississippi Delta, Cleveland combines rich culture, arts, and Southern hospitality to create a must-visit destination. Known for its welcoming atmosphere and deep musical roots, this small town has something for every traveler. Start your journey at The GRAMMY Museum Mississippi, a world-class facility celebrating the state’s musical heritage through immersive exhibits and interactive displays. It connects Cleveland to the birthplace of American music, highlighting the artists and songs that shaped music history.
For outdoor enthusiasts, Bear Pen Park provides a great spot for both recreation and relaxation. With walking trails, sports fields, and shaded picnic areas, it is an excellent setting to unwind or enjoy community events and festivals. Afterward, visit the Bologna Performing Arts Center, where you can catch live performances, concerts, and cultural events that reflect the area’s artistic energy.
No visit is complete without a trip to Dockery Farms, widely regarded as the birthplace of the blues. This historic site provides a fascinating glimpse into how Delta blues influenced modern music, cementing Cleveland’s legacy as a cultural jewel in the Mississippi Delta.
Hattiesburg
Hattiesburg, known as the “Hub City,” blends history, nature, and a thriving arts scene, making it a destination full of Southern hospitality. Start your visit at The Hattiesburg Zoo, a family-friendly spot featuring over 100 animal species, interactive exhibits, a ropes course, splash pad, and carousel—great for kids and adults alike.
For history enthusiasts, the African American Military History Museum is a must-visit. Located in a historic USO Club, it showcases the contributions of African Americans in the military through captivating exhibits and personal stories, providing a meaningful glimpse into the town’s rich past.
Nature lovers can head to Paul B. Johnson State Park, a serene retreat surrounded by towering pines and a peaceful lake. It is great for hiking, fishing, camping, or simply unwinding outdoors. End your trip in Downtown Hattiesburg, where colorful murals, locally-owned shops, and restaurants serving modern Southern cuisine await. Stop by The Porter for brews and live music, or visit Blu Jazz Cafe for a vibrant dining experience.
Ridgeland
Just north of Jackson, Ridgeland perfectly blends natural beauty, modern amenities, and Southern charm. At its heart is the Natchez Trace Parkway, a scenic haven for walkers, cyclists, and nature lovers. The trails provide a serene outdoor retreat, while the Ross Barnett Reservoir offers boating, fishing, paddleboarding, and stunning sunset views. For a lively twist, the Rockin’ the Rez Concert Series brings live music and energy to this outdoor paradise, making it a favorite among adventurers and music enthusiasts alike.
Ridgeland’s lively art and culture scene is equally appealing. The Ridgeland Art Trail showcases rotating exhibits and outdoor installations that spark creativity. For unique local finds, the Bill Waller Craft Center highlights the talent of Mississippi artisans through pottery, handmade jewelry, and more. It also hosts the Chimneyville Arts Festival, an annual celebration of local craftsmanship that draws visitors to experience the best of the state’s artistic talent.
For shopping and dining, the Renaissance at Colony Park is a can’t-miss destination. This upscale space features boutique shops, gourmet restaurants, and beautifully landscaped courtyards.
Mississippi’s small towns are brimming with charm, from the coastal beauty of Pass Christian, where waterfront views and a laid-back vibe await, to the musical heritage of Tupelo, the birthplace of Elvis Presley. Each town offers its own unique story, scenery, and sense of community. Ready to plan your next getaway? Explore these hidden gems and see for yourself why Mississippi’s small towns are some of the prettiest in the South!
